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How to Dress Like Drake: Style Guide for the Iconic Rapper

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Drake—the multi-talented rapper, songwriter, and cultural powerhouse—has certainly added to the concept of a modern style icon. Whether he’s stepping out in casual streetwear or tailored luxury, Drake sports outfits that consistently strike a balance between comfort and opulence. He is as comfortable in oversized hoodies as he is in crisp, bespoke suiting, making his approach to style as versatile as his music career. Over the years, his fashion evolution has cemented him as one of the most influential figures in the world of music, style, and culture.

From the streets of Toronto to front-row appearances at Paris Fashion Week, Drake’s fashion choices have inspired legions of fans to embrace confidence and individuality in their wardrobes. Let’s break down Drake’s unmistakable style and how you can bring his street-savvy, elevated fashion into your own wardrobe.

Why Drake Style Matters

Drake in 2010
musicisentropy, CC BY-SA 2.0, via Wikimedia Commons

Drake’s influence extends far beyond fashion, with his music dominating charts worldwide. His career is defined by numerous accolades, including the megahits “Hotline Bling,” “One Dance,” and “God’s Plan.” His style blends the personal with the aspirational, making him an enduring figure in contemporary fashion. His wardrobe perfectly embodies the modern man: a mix of everyday essentials elevated with luxurious touches and statement pieces. Whether he’s rocking Nike sweats on the sidelines of a Raptors game or sporting an OVO-branded puffer jacket, Drake fashion style is deeply tied to his roots and his global influence.

With his achievements in music and his undeniable presence in fashion, Drake has become a cultural icon whose impact resonates far beyond his professional field. His ability to pair luxury with relatability—all while maintaining an undeniable swagger—is a lesson in how modern men can balance individuality with universal appeal. His fashion sense speaks to today’s cultural landscape, where blending comfort, luxury, and personal storytelling has become the new gold standard.

TL;DR: Key Takeaways from Drake Style

Drake at the Sound Academy Toronto Ontario Canada
thecomeupshow, CC BY 2.0, via Wikimedia Commons

Drake style is a masterclass in combining everyday essentials with high-end statement pieces, all while staying true to his roots.

  • Simplicity with Personality: Relaxed basics like hoodies and joggers are staples, but always with an elevated edge—think oversized fits paired with fresh kicks.
  • Balance is Key: Drake mixes bold, statement pieces (like custom OVO jackets) with understated basics for a look that’s never overdone.
  • Details Matter: Whether it’s a diamond-studded chain, limited-edition sneakers, or an impeccably tailored suit, Drake’s attention to detail completes his polished aesthetic.

Wardrobe Essentials

Drake and Organik with Canadian Hip Hop artist Drake
MrShamrock, CC BY-SA 3.0, via Wikimedia Commons

Drake fashion style centers on a mix of relaxed streetwear and sharp tailoring. Here are the key staples you need to recreate his look:

Oversized Hoodies

  • Why It’s Essential: Hoodies are at the core of Drake’s casual street style. They convey comfort, confidence, and effortless cool.
  • Example: Drake often sports monochrome hoodies from his OVO (October’s Very Own) brand, pairing them with loose-fit joggers and sneakers.
  • How to Wear It: Stick to solid colors—black, white, or grey—and pair your hoodie with slim joggers and fresh white kicks for a clean, balanced look.

Statement Outerwear

  • Why It’s Essential: Jackets are where Drake’s personality shines. From fur-lined coats to bomber jackets, his outerwear choices are bold and distinctive.
  • Example: His OVO x Canada Goose collab jackets, often spotted during Toronto’s colder months, combine warmth with undeniable luxury.
  • How to Wear It: Invest in a statement bomber or puffer jacket to layer over basics like hoodies or tees.

Luxury Tailoring

  • Why It’s Essential: Drake isn’t all streetwear. He turns heads in tailored suits when the occasion calls for it, proving that dressing up can still look modern and fresh.
  • Example: At the 2019 Grammy Awards, Drake wore a sleek black Tom Ford suit paired with a turtleneck for a timeless yet contemporary look.
  • How to Wear It: Opt for modern cuts with minimal detailing. Swap a dress shirt for a turtleneck or tee for a relaxed, Drake-inspired vibe.

Limited-Edition Sneakers

  • Why It’s Essential: Drake’s sneaker game is unmatched, often seen in rare Nike Air Jordans and custom designs.
  • Example: He’s been seen wearing the Travis Scott x Air Jordan 1s, adding a streetwear edge to even the simplest Drake outfits.
  • How to Wear It: Choose sneakers that blend comfort with style—a fresh pair of Air Jordans or Yeezys will anchor any outfit.

Signature Accessories

AJ DONUTS meeting Drake in2023
Dr. Flikk, CC0, via Wikimedia Commons

Drake fashion style isn’t complete without his carefully chosen accessories. Here are two standout pieces that elevate his looks:

Gold Chains

  • Why It Stands Out: A nod to his hip-hop roots, Drake’s gold chains are bold yet refined, making them a central piece of his look.
  • How to Get the Look: Opt for a simple gold chain to layer over your hoodie or turtleneck for a touch of luxury.

Statement Watches

  • Why It Stands Out: Drake’s watch collection includes Rolex, Patek Philippe, and Richard Mille timepieces. These luxury watches add a finishing touch to his tailored and casual outfits alike.
  • How to Get the Look: Although a designer watch might be aspirational, a clean, well-made timepiece can elevate any outfit.

Notable Style Moments

Drake at Bun-B Concert 2011 The Come Up Show
thecomeupshow, CC BY 2.0, via Wikimedia Commons

Drake’s fashion legacy is punctuated by standout moments that showcase his versatility and style mastery:

  • 2019 NBA Finals: Courtside in Toronto, Drake wore a custom OVO varsity jacket paired with black joggers and white Air Jordans. This look epitomized Drake street style—casual, confident, and unmistakably him.
  • 2017 Billboard Music Awards: On stage, Drake opted for an all-white ensemble—a crisp shirt, matching trousers, and minimalist sneakers—proving that monochrome can be bold.
  • 2021 GQ Shoot: Drake elevated his street style with a mix of luxury and casualwear—pairing a shearling-lined aviator jacket with tailored trousers and white sneakers. The combination of textures and clean lines underscored his mastery of balance and detail.

Grooming and Presentation

Drake at the Sound Academy Toronto Ontario Canada
thecomeupshow, CC BY 2.0, via Wikimedia Commons

Drake’s polished appearance extends beyond clothing. His grooming is always on point, reflecting confidence and meticulous care. A key element of Drake’s look is his perfectly maintained beard. It adds structure to his face while complementing his wardrobe, whether he’s dressed down in streetwear or suited up for an event. Achieving this look requires regular shaping and the use of high-quality beard oil to keep it soft and healthy.

Another cornerstone of Drake’s grooming is his flawless complexion. Clear, smooth skin elevates his overall presence, enhancing his sharp style. A simple yet consistent skincare routine—including cleansing, moisturizing, and occasional exfoliation—is essential to maintaining a fresh, radiant look.

Styling Tips for Today

Drake in 2010
musicisentropy, CC BY-SA 2.0, via Wikimedia Commons

Drake’s approach to fashion is both aspirational and accessible, making it easy to adapt for your own wardrobe. Whether you’re aiming for casual streetwear or something more refined, his style philosophy offers endless inspiration. Here’s how you can adapt Drake’s signature style to your wardrobe:

  • Pair Hoodies with Statement Sneakers: Balance oversized fits with sharp, clean footwear. The key is to choose hoodies in neutral tones like grey, black, or navy, which create a perfect canvas for showcasing eye-catching sneakers. This combination works particularly well with limited edition kicks or classic silhouettes in bold colorways.
  • Invest in Outerwear: A versatile jacket—like a bomber or puffer—can upgrade any outfit. Look for pieces with subtle details like unique linings or premium materials that add sophistication to the streetwear aesthetic. The right jacket can transition seamlessly from casual daytime looks to evening events.
  • Add Bold Accessories: Gold chains and a clean watch can elevate even the simplest look. The trick is to layer different chain lengths and thicknesses while keeping the overall effect tasteful rather than overwhelming. Consider mixing in personal pieces that tell your story, like family heirlooms or items picked up during travels.

Conclusion

Drake fashion style is about more than just clothing—it’s a mindset. It’s about balancing confidence, comfort, and luxury while staying true to your roots. By embracing statement pieces, versatile basics, and bold accessories, you can channel Drake’s iconic aesthetic in your own wardrobe.

So, whether you’re stepping out in an oversized hoodie or suiting up for a big night out, remember: style is about authenticity, confidence, and the details that make you, you. Start with Drake-inspired staples, and make them your own.



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